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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640509Generated: October 26, 2026

tert-Butyl acetate → (RS)-3-hydroxy-3-(6-methoxy-[1,5]naphthyridin-4-yl)-propionic acid tert-butyl ester

https://huagongshe.com/reaction/1640509

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl acetateHCID 10908—
Reactant1,5-Naphthyridine-4-carboxaldehyde, 6-methoxy-HCID 66523138—
SolventEthyl AcetateHCID 8857—
Product(RS)-3-hydroxy-3-(6-methoxy-[1,5]naphthyridin-4-yl)-propionic acid tert-butyl esterHCID 66737830—

Reaction Steps

The aldol reaction between 6-methoxy-[1,5]naphthyridine-4-carbaldehyde (1.9 g, 10 mmol, WO 2006/032466) and tert-butyl acetate (1.2 g, 10.5 mmol) was carried out as described in the literature (J. Org. Chem. (1990), 55, 4744-4750). The title compound was isolated after chromatography on SiO2 (Hex/EA 1:1) as a beige solid (2.33 g, 77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114867B2
Source datasetuspto-grants-2012_02
ORD IDord-da09ce391ee3424ea0b16f1e2f68c2c1
Source noteuspto-grants-2012_02